Wilmington Homes for Sale

Welcome to Wilmington, Vermont – a hidden gem nestled in the picturesque Windham County. This charming town is not just a destination; it’s a lifestyle. With its breathtaking landscapes, vibrant community, and rich history, Wilmington offers a unique blend of small-town charm and outdoor adventure. Whether you’re seeking a tranquil retreat or a place to raise a family, Wilmington has something for everyone.

As you stroll through the quaint streets, you'll discover a delightful mix of local shops, cozy cafes, and friendly faces. The town is surrounded by stunning natural beauty, making it a haven for outdoor enthusiasts. Enjoy hiking in the Green Mountains, kayaking on the pristine lakes, or skiing at nearby resorts during the winter months. Wilmington is also home to a variety of seasonal festivals that celebrate the local culture and community spirit.

When it comes to real estate, Wilmington boasts an impressive array of homes for sale. From charming historic properties to modern family homes, there’s a perfect fit for every lifestyle and budget. Imagine waking up to breathtaking views and the serene sounds of nature right outside your window. With a growing market and a welcoming community, investing in Wilmington real estate is not just a purchase; it’s an invitation to a vibrant way of life.

Explore the homes for sale in Wilmington today and take the first step toward your dream home in this enchanting Vermont town. Your idyllic retreat awaits!

Newest Wilmington Homes for Sale

$349,000

4 Beds ⋅ 3 Baths ⋅ 5106862 MLS

Woodsy and charming ski chalet just a short drive from the village of Wilmington and Harriman Reservoir, and 10 minutes to the Mount Snow ski resort. This home sits on a private wooded lot, nestled in the Chimney Hill community with easy access thanks to a circular driveway, and just down the hill from the amenities building. The home has been partially updated and cared for and features a large living room with exposed woodwork, great natural light from the large windows, a wood burning stove and brick hearth, spacious dining area which leads into the large kitchen, media room which could serve as a main floor bedroom, large mudroom entry with ample gear storage and full bath, and spacious deck for entertaining. The upper level has 4 vaulted bedrooms as well as a second full bathroom. There is a full walkout lower level for tremendous expansion potential. Featuring the tremendous Chimney Hill amenities including indoor and outdoor pools, remodeled clubhouse with hot tub, gym, game room, theater, basketball court, tennis courts, fishing pond, winter ice skating, overflow parking lots for boats and snowmobile trailers, and direct snowmobile trail access, as well as a la carte maintenance, for easy downtime, not upkeep.

3 Woodchuck Ln, Wilmington

$449,000

3 Beds ⋅ 2 Baths ⋅ 5106545 MLS

Priced to sell, on the Hill, End of the Road, Double Lot, built in 2024, Attached Garage, 3-bedroom 2 baths, Primary Suite with Ensuite Bath, Woodstove, Gas Cook Stove, Furnished, and Move-in Ready! Start enjoying all the amenities Chimney Hill offers within its 1,200-Acre Campus. Truly the most complete All-Season Resort in the Deerfield Valley with its exclusive members-only Clubhouse located at 2,000' on the Hill, featuring year-round swimming, new hot tub, fitness room, arcade room, playroom, community room, fully equipped members kitchen, reading nook, après ski lounge, 3 tennis court areas plus basketball court, extensive multi-use trail system, snowmobiling, ice skating, pickleball and tennis, stocked fishing pond, hiking, biking, and more! Plus, the Deerfield Valley offers world class skiing and shredding literally minutes away, fine and casual dining, unique shopping, escape room, mini, disk, and traditional golf, kayaking, canoeing, pontoon and sail boating, paddleboarding, the Green Mt National forest, antiques, flea markets, breweries, wineries, distilleries, music, theater, equestrian events, and so much more!

47 Upper Howes Rd Unit A-23, Wilmington

$997,000

3 Beds ⋅ 4 Baths ⋅ 5105900 MLS

Be among the first to enjoy this brand-new mountain modern home in the sought-after Chimney Hill community, with an anticipated completion date of September 2026. Thoughtfully designed for both year-round living and weekend getaways, this 3-bedroom, 4-bath home offers a bright, open floor plan filled with natural light and clean, contemporary finishes. The main living area creates an inviting space for gathering, with an open kitchen, dining, and living room designed for today's lifestyle. Upstairs, you'll find a spacious primary suite along with two comfortable guest bedrooms, offering privacy and comfort for family and friends. The fully finished lower level significantly expands the home's living space with multiple bonus rooms and a generous recreation area, providing endless possibilities for a home office, fitness room, media room, bunk room, hobby space, or additional guest accommodations. Located in Chimney Hill, owners enjoy access to outstanding community amenities including indoor and outdoor swimming pools, hot tub, fitness center, tennis and pickleball courts, skating rink, community center, hiking and snowmobile trails, and year-round recreational activities. Just minutes from Mount Snow, The Hermitage Club, Lake Whitingham, and downtown Wilmington, this exceptional new construction home offers the perfect combination of modern design, low-maintenance living, and Vermont mountain lifestyle. Photos have been virtually staged.

47 West Rd, Wilmington

$299,000

3 Beds ⋅ 2 Baths ⋅ 5105074 MLS

NEW 2025 MANUFACTURED HOME ON 1.4 ACRES IN WILMINGTON! Enjoy the perfect blend of privacy, convenience, and value in this immaculate 3-bedroom, 2-bath double-wide manufactured home offering approximately 1,300 square feet of comfortable one-level living. Set on 1.4+/- acres on a quiet dead-end road, this property offers a peaceful setting while remaining just a short drive to downtown Wilmington and all that Southern Vermont has to offer. Inside, you'll find a bright, spacious open-concept layout with a comfortable living room, well-appointed kitchen with plenty of cabinet and counter space, dining area, and a generous primary bedroom with a private ensuite bath. Two additional bedrooms provide plenty of room for family, guests, a home office, or hobbies. With its modern construction, easy one-level floor plan, and move-in-ready condition, this home is an excellent choice for a year-round residence, vacation getaway, or affordable mountain retreat. Outside, the 1.4-acre property provides plenty of room for gardening, outdoor dining, recreation, or simply enjoying the surrounding woods and privacy. The location is hard to beat, close to Wilmington's shops and restaurants, Harriman Reservoir for boating and swimming, Lake Raponda, Haystack Golf Club, hiking and biking trails, and just a short drive to Mount Snow for winter skiing and year-round activities. If you're looking for a new, spacious, low-maintenance home in Southern Vermont without the price tag of a traditional site-built home, this one deserves a look. Spacious, immaculate, private, and move-in ready, come see all this 2025 home has to offer!

21 Lawrence Davis Dr, Wilmington

$1,995,000

6 Beds ⋅ 7 Baths ⋅ 5104414 MLS

This impressive 6-bedroom, 7-bath farm-style timber frame home, built by Davis Frame and featured on their website as “The Great White Barn,” sits on 3.51 acres just minutes from the Hermitage Club, Mount Snow, downtown Wilmington, lakes, hiking, golf, and VAST trails. Formerly known by its previous owners as “La Maison de Pommes” (House of Apples) for its old apple orchard setting, the home was designed for entertaining and guest stays. Fully furnished. The main level offers a magnificent great room, custom kitchen with large center island, stainless appliances, and walk-in pantry, plus a primary bedroom and additional bedroom. Upstairs, a large open loft serves as a relaxing retreat with flexible game-room or office space and another bedroom, featuring a one-of-a-kind slide to the main floor. Lower-level guest quarters can be separated by a barn door and include a kitchen/dining area, two family rooms, and three bedrooms with polished concrete floors. Every bedroom has a private bath. Outdoor living includes a spacious screened porch, private area with a Hot Spring Pulse 7-person hot tub, two decks with gas grill hookups, and a natural stone patio with an integrated fire pit. The backyard highlight is the beautiful apple orchard and blueberry bushes, along with peach trees and lilacs. This highly energy-efficient home features full geothermal heating and cooling, dual air exchangers, radiant flooring, and a masonry heater with pizza oven. Move right in and enjoy!

420 Ray Hill Rd, Wilmington

$249,900

2 Beds ⋅ 2 Baths ⋅ 5103642 MLS

Located in the heart of Wilmington, this charming two bedroom, one and a half bath home offers an excellent opportunity to create something truly special. Just a short walk to shops, restaurants, and everything downtown has to offer, the location is hard to beat. The home features an attached garage with potential unfinished space above, offering endless possibilities for expansion, a home office, studio, or additional living area. Fidium high-speed fiber internet is already available on site, making it ideal for remote work or streaming. Connected to town water and sewer, the property offers added convenience and potential for future improvements, subject to local permitting and applicable town approvals. A new furnace was installed in May 2026, providing peace of mind for the next owner. Lovingly owned by the same family for the past 30 years, this home is ready for its next chapter. Being sold as is, it presents a wonderful opportunity for buyers with vision to update, personalize, and build equity in a highly desirable village location. All measurements are approximate, please conduct your own due diligence if important.

6 Church St, Wilmington

$599,000

5 Beds ⋅ 3 Baths ⋅ 5103360 MLS

Experience the best Vermont has to offer from this one of a kind spot just outside the country village of Wilmington, and a short drive to the Mount Snow Ski Resort, Hermitage Club, and nearby Lakes Whitingham and Raponda. This beautiful 16.2 acre property features rolling field, woodlands, vintage stone walls, mountain trailside views of Mount Snow, and complete privacy. The home has a large open concept floor plan with vaulted great room and floor to ceiling brick chimney, wood burning fireplace and wood stove, sunroom dining area with tremendous natural light, exposed post and beam woodwork throughout as well as wood floors, a unique custom kitchen with built in breakfast table, natural wood counters, farm sink, and stainless appliances, a main floor half bath for guests, a main floor bedroom currently used as a den, as well as a full bath with tiled shower and soaking tub, and mudroom entry for your gear, as well as large owner closet if you choose to rent, with laundry. The second floor has a loft open to below, and has 4 spacious bedrooms, including a lofted bunk room, tremendous views, and another full bath with soaking tub and stand up shower. The home has been lovingly updated by the current owners to feel turn key for immediate enjoyment. Less obvious features include a new stove in 2023, new ductless HW heater in 2021, upgraded electric 2021, new stove top 2024, new w/d 2021, recently added large front stone patio for enjoying the scenery and sunsets, rear dining patio overlooking perennial gardens, fenced in area ideal for pets, detached two car garage, direct snowmobile trail access, ample parking for guests and toys, and more. This is a perfect home away from home for anyone who wants Vermont at its best.

146 Minor Rd, Wilmington

$520,342

3 Beds ⋅ 3 Baths ⋅ 5103126 MLS

Perched atop Chimney Hill, this 3-bedroom, 3-bathroom home is perfectly suited as a vacation retreat or a primary residence, offering fantastic indoor and outdoor entertaining spaces. Enter the main level via the newly expanded staircase and deck. Inside, a spacious tile entryway provides ample room for gear and clothing storage. The sunken living room, with stone fireplace, flows seamlessly into the open-concept dining area and kitchen, where a deck extends your living space for seasonal enjoyment. A main-floor bedroom with a private balcony and a full bathroom rounds out this level. Upstairs, you’ll find a bright, spacious bedroom with another private balcony and an en-suite bathroom. Additionally, a lofted bonus room that easily doubles as an office, media nook, or extra sleeping space. The walkout basement adds further versatility, featuring a third bedroom with an en-suite, a large den, with wet-bar, perfect for lounging, games, or fitness equipment, and a laundry room equipped with a workbench for DIY projects or gear maintenance. Outside, the property is as impressive as the interior, featuring thoughtfully landscaped grounds. Recent updates include a Generac whole-house generator, Mitsubishi mini-split, fiber optic internet service, and septic system improvements including a new riser and D-box. Chimney Hill is a recreationist’s dream, offering access to indoor and outdoor pools, tennis/pickleball courts, ice skating, and direct trail access to Haystack Summit, all with low HOA fees.

34 Rock Split Way, Wilmington

$354,900

3 Beds ⋅ 2 Baths ⋅ 5102964 MLS

Welcome to 21 Big Bend Loop in Wilmington, VT, where mountain charm, year-round adventure, and peaceful surroundings come together. Tucked among the trees, this chalet-style home offers the perfect escape, whether you're looking for a full-time residence, a weekend getaway, or an investment property in one of Southern Vermont's most desirable recreation areas. Step inside through the spacious mudroom, the perfect place to kick off your boots after a day on the slopes or hiking the trails. The warm and inviting interior features comfortable living spaces, a finished basement that provides extra room for guests, a game room, home office, or cozy movie nights, and a layout designed for making memories. Outside, the deck is freshly remodeled, creating an even better space to relax and take in the beautiful wooded views. Enjoy your morning coffee surrounded by nature, unwind after a day of adventure, or entertain friends in your own private mountain retreat. One of this property's unique advantages is the additional lot located directly across the street, offering exciting possibilities for future owners. Whether you envision building a garage, creating additional parking, or simply holding the land for future use, it's a valuable bonus that adds flexibility and long-term potential. Located just minutes from Mount Snow and a short distance to other nearby ski areas, this home puts four-season recreation right at your fingertips. Spend your winters skiing and snowboarding, then enjoy mountain biking, hiking, golf, lakes, breweries, restaurants, and charming downtown Wilmington throughout the warmer months. No matter the season, adventure is always close by. Speaking of close by, the Clubhouse with indoor and outdoor pools, hot tub, game room, tennis courts, gym, etc is only a short walk away! If you've been dreaming of a Vermont getaway with room to grow, beautiful surroundings, and an unbeatable location, 21 Big Bend Loop is ready to welcome you home.

21 Big Bend Loop, Wilmington

$624,900

4 Beds ⋅ 3 Baths ⋅ 5102759 MLS

Welcome to Spruce Hill Farm, circa 1890, a beautifully restored farmhouse set on 47.7 picturesque acres just minutes from the charming village of Wilmington, Lake Raponda, Lake Whitingham, Mount Snow Ski Resort, and The Hermitage Club at Haystack. Lovingly renovated by its current owners since 1997, this exceptional property seamlessly blends modern amenities with timeless New England charm. Historic details abound, including authentic wood doors, wide-plank hardwood floors, and original wood trim. The spacious main level features a welcoming mudroom designed for year-round gear storage, a convenient half bath with laundry, and a beautifully updated kitchen complete with stainless steel appliances, a gas range, Silestone countertops, a center island, and a pantry. The formal dining room, private den with glass doors, and inviting living room with a cozy wood stove provide warm, comfortable spaces for gathering and entertaining. Upstairs, you'll find four generously sized bedrooms including the primary with ensuite full bath, soaking tub and separate shower. The versatile second-floor layout also offers excellent potential for a private guest or in-law suite. Outside, relax on the welcoming front porch or entertain on the expansive rear deck overlooking a peaceful backyard surrounded by rolling meadows, mature woodlands, private hiking trails, and more than 100 apple trees. Additional highlights include an attached two-car garage, a Tesla charging station and solar panels. Whether you're seeking a full-time residence, a Vermont getaway, or a hobby farm, Spruce Hill Farm offers an exceptional opportunity to enjoy the beauty, privacy, and lifestyle of southern Vermont.

37 Stowe Hill Rd, Wilmington

$149,900

3 Beds ⋅ 1 Baths ⋅ 5102543 MLS

**AS-IS** Classic Chalet Near Mount Snow! Opportunity awaits with this classic chalet, ideally located just minutes from Mount Snow, The Hermitage Club, and the shops and restaurants of downtown Wilmington. Tucked among the trees, this charming retreat offers a peaceful setting with a spacious deck perfect for relaxing or entertaining. Inside, you’ll find three bedrooms, one full bath, and nostalgic retro details that add to the home’s vintage character. The property has remained in the same family for many years but has been unoccupied for over five years. The home is being sold **as is**. A pre-listing inspection has been completed and is available to help buyers better understand the property's condition and systems. Because the home has not been in use, the sellers have limited knowledge regarding the current functionality of the home’s systems. Whether you’re looking for a renovation project, a vacation getaway, or an investment opportunity in a desirable four-season location, close to some of the best ski mountains, golf courses, lakes, restaurants, and shopping in Southern Vermont, this chalet offers excellent potential! OFFER DEADLINE IS THURSDAY, AUGUST 6 AT 5 PM.

22 Ives Rd, Wilmington

$690,000

5 Beds ⋅ 4 Baths ⋅ 5101430 MLS

Welcome to "Pipe Dream", a cherished family vacation home for nearly two decades. This residence seamlessly blends history, charm, and modern touches to create a truly unique experience. The outdoor space of 3.5 acres is nothing short of magical, featuring stone walls and steps, an inviting in-ground pool, and a tennis court. The expansive level yard offers plenty of room for outdoor fun, while the covered front porch invites you to enjoy your morning coffee, curl up for a lazy afternoon, or take in the Fourth of July fireworks. Additionally, two decks provide ample space for lounging, dining, and more. Inside, the home offers a variety of spaces designed to foster togetherness and relaxation. Gather around the fire in the cozy family room for game nights, or retreat to the den for some quiet time with a good book. The great room is perfect for accommodating the entire gang, while the downstairs recreation space, complete with a pool table/ping pong and foosball, promises endless entertainment. With five bedrooms and several bonus rooms, everyone can enjoy their own private retreat. A Vermont room upon entry to the lower level provides storage for coats, boots, gear, and more. The original structure is complemented by an 840 square-foot permitted addition, which includes a two-car garage, deck, great room, and one of the bedrooms and bathrooms. This home is ideally situated close to town, allowing for easy access to shops, restaurants, village events, and public transportation. It's also just a stone's throw from Harriman’s Reservoir, where you can indulge in boating and swimming. Whether you envision this as your primary residence or vacation getaway, "Pipe Dream" has everything you need. Its prime location offers easy access to Mount Snow Resort and the Hermitage Club for skiing and snowboarding, as well as Mount Snow and Haystack public golf courses. Consider making this extraordinary house your next dream home.

57 Castle Hill Rd, Wilmington

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